TOP 30 Best Vacation cottage rentals in Clearwater, Florida

Clearwater Beach Condo Rental is a premier lodging option located at 530 South Gulfview Boulevard in Clearwater, Florida. As a real estate and travel agency, this institution offers a variety of luxurious condo rental options for visitors looking to experience the beauty of Clearwater Beach. In addition to the comfortable accommodations, guests can enjoy nearby dining options such as Amici’s Italian Eatery, Caretta on the Gulf, and Frenchy’s. For entertainment and leisure activities, guests can visit attractions like Busch Gardens, Clearwater Aquarium, and Sunsets at Pier 60. Whether you are looking for a relaxing beach getaway or an adventure-filled vacation, Clearwater Beach Condo Rental is the perfect choice for your stay in Clearwater, Florida.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

Dolphin Views Clearwater Beach Florida is a real estate and travel agency located at 530 South Gulfview Boulevard, Clearwater, Florida, United States. Experience all that Clearwater Beach and Harborview Grande 505 has to offer with a private 300-square-foot balcony overlooking the harbor. Watch dolphins swim up to the sea wall and play right from your balcony. The Waterfront Master Suite features a king bed and a large walk-in closet with plenty of storage. Enjoy the sugary white sands and turquoise waters of Clearwater Beach just 500 steps away, as well as the new Beachwalk promenade. Walk to Pier 60, Clearwater Marina, Beachwalk, and Shephards Restaurant and Nightclub. Explore popular attractions, dine at recommended restaurants, and read guest reviews. Plan your unforgettable experience in Clearwater Beach today with our help. Contact us for the best rates and no cleaning fee with a 7-night stay. Email karenb@clearwaterbeachvacations.com or call 1 (978) 333 9065.

RE/MAX - Karl Schroeder, Real Estate Broker, is a premier real estate agency located at 4175 Woodlands Parkway in Palm Harbor, Florida. Specializing in properties in Palm Harbor, Tarpon Springs, Clearwater, Oldsmar, Dunedin, and Safety Harbor, Karl Schroeder and his team are dedicated to providing top-notch service to both buyers and sellers in the area. With their expertise and knowledge of the local real estate market, they are committed to helping clients find their dream home or sell their property quickly and efficiently. Whether you are looking to buy or sell, RE/MAX - Karl Schroeder is the go-to agency for all your real estate needs in the Tampa Bay area.

Royal Vacation Clearwater is a real estate and travel agency located at 1226 South Missouri Avenue in Clearwater, Florida, United States. Our collection of themed condos offers guests a unique and unforgettable vacation experience. Each condo is meticulously designed with its own distinct character and ambiance, ensuring that your stay becomes a cherished memory. Whether you're seeking a romantic escape, quality family time, thrilling sports activities, or captivating ocean adventures, our luxury condos are ready to cater to your desires. With easy access to Clearwater Beach, restaurants, and shopping, our condos provide the perfect home base for your dream vacation. Our guests rave about the comfort, cleanliness, and amenities of our condos, as well as the excellent communication and hospitality provided by our hosts. Book your stay at Royal Vacation Clearwater for the ultimate escape in Clearwater Beach.

Port Richey Watersports/Clearwater Beach Jet Ski Rentals is a premier travel agency located at 5419 Treadway Drive in Port Richey, Florida. We offer thrilling jet ski rentals for those looking to explore the beautiful waters of Clearwater Beach. Our experienced staff ensures a safe and enjoyable experience for all customers. Whether you're a beginner or a seasoned jet ski enthusiast, our rentals cater to all skill levels. Come visit us and make unforgettable memories on the water!

Hotel Cabana Vacation Rentals is a boutique chic lodging institution located at 50 Somerset Street in Clearwater, Florida, United States. Winner of the prestigious Best of the Best award, our Key West inspired guest rooms and suites offer all the amenities needed for a home away from home experience in Clearwater Beach. All rooms are non-smoking with complimentary Wi-Fi and flat screen TVs, while our one bedroom and cabana suites also feature kitchenettes. Our newly renovated full-kitchen vacation rentals, located catty corner from the main hotel, provide refined beach-casual décor and the convenience of a full kitchen. Guests are guaranteed one parking space. Enjoy complimentary Kahwa branded coffee, a heated pool, lush courtyard, sun deck, and prime location just steps from the beach.

Home Team Vacation Rentals is a premier real estate and travel agency located at 29399 US Highway 19 North in Clearwater, Florida, United States. With a special offer of 20% off through 09/22/24 using code SUMMERVACAY24, we provide the perfect vacation rental homes for your team. Whether you are planning a family retreat on the sandy beaches of Tampa or celebrating a special occasion with friends in Atlanta, our elevated vacation rentals and hospitality promise the ultimate travel experience. Our inventory includes luxury rentals in the finest cities throughout the United States, offering a wide range of options from mountain cabins to coastal homes to urban abodes. From North Carolina to California, our destinations cater to all preferences, ensuring a memorable stay that will stay with you forever.

Enchanted Inn & Beachside Cottages is a charming lodging establishment located at 607 Bay Esplanade in Clearwater, Florida. Nestled just steps away from the beautiful beach, this enchanting inn offers cozy cottages with stunning views of the ocean. Guests can relax and unwind in a serene and peaceful atmosphere, surrounded by lush tropical gardens and the sound of the waves crashing on the shore. Whether you're looking for a romantic getaway or a fun family vacation, Enchanted Inn & Beachside Cottages provides the perfect setting for a memorable stay in sunny Florida.

Legacy Vacation Resort Indian Shores is a charming lodging institution located at 19607 Gulf Boulevard in Indian Shores, Florida, United States. Situated right on the beautiful Gulf Coast, this resort offers guests a relaxing and comfortable stay with stunning views of the ocean. The resort features spacious and well-appointed accommodations, a sparkling swimming pool, a fitness center, and easy access to the beach. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Legacy Vacation Resort Indian Shores provides the perfect setting for a memorable stay in sunny Florida.

Camelot Beach Suites is a charming hotel located on Clearwater Beach in Florida, United States. Situated at 603 Mandalay Avenue, this lodging establishment offers guests a comfortable and relaxing stay just steps away from the pristine white sands and crystal-clear waters of the Gulf of Mexico. The hotel features well-appointed suites with modern amenities, a sparkling outdoor pool, and a convenient location near popular attractions, restaurants, and shops. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Camelot Beach Suites provides the perfect setting for a memorable stay in Clearwater Beach.

The Karol Hotel, St. Petersburg Clearwater, a Tribute Portfolio Hotel, is a luxurious lodging destination located at 2675 Ulmerton Road in Clearwater, Florida, United States. This elegant hotel offers a unique blend of modern amenities and sophisticated design, providing guests with a comfortable and memorable stay. With its convenient location near St. Petersburg and Clearwater attractions, The Karol Hotel is the perfect choice for both business and leisure travelers. Experience exceptional service, upscale accommodations, and top-notch dining options at this prestigious hotel.

Club Wyndham Clearwater Beach is a luxurious lodging option located at 110 Coronado Drive in Clearwater, Florida. As a part of the renowned Wyndham brand, this institution offers top-notch accommodations and unparalleled service to guests looking for a relaxing and memorable stay in the Sunshine State. Whether you're looking to book a vacation rental, purchase a piece of real estate, or plan your next getaway through their travel agency services, Club Wyndham Clearwater Beach has you covered. With stunning views of the beach and a prime location near local attractions, this institution is the perfect choice for those seeking a truly unforgettable experience in Clearwater.

Clearwater Beach Rentals, located at 15 Glendale Street in Clearwater, Florida, is the perfect destination for your next vacation. As a lodging, real estate, and travel agency, we offer a variety of waterfront and beachfront rentals in Clearwater Beach. Stay with us and experience the beauty of Clearwater Beach, TripAdvisor's 2018 and 2019 Travelers' Choice Awards Number 1 Best Beach in the United States. With our convenient location near St. Petersburg, Tampa, and other popular destinations in Tampa Bay, you'll have easy access to all the attractions and activities the area has to offer.

Located at 100 Coronado Drive in Clearwater, Florida, the Wyndham Grand Clearwater Beach is a luxurious AAA 4 Diamond hotel overlooking the stunning Gulf shore. With a warm and inviting atmosphere, guests can enjoy world-class activities, shopping, and dining in the renowned area. The hotel offers over 22,000 square feet of flexible event space for weddings, receptions, banquets, and conferences, all with stunning views of the white sand beaches and crystal blue water. The nearby Pier 60 offers live entertainment and local crafts, adding to the excitement of your stay. Whether you are planning a relaxing getaway or a special event, the Wyndham Grand Clearwater Beach has everything you need to make your stay unforgettable.

Clearwater Beach Marriott Suites on Sand Key is a luxurious lodging option situated at 1201 Gulf Boulevard in Clearwater, Florida. This stunning beachfront property offers spacious suites with modern amenities, breathtaking views of the Gulf of Mexico, and easy access to the pristine white sand beaches of Sand Key. Guests can enjoy a range of on-site facilities including a tropical outdoor pool, fitness center, and delicious dining options. With its prime location and top-notch services, Clearwater Beach Marriott Suites on Sand Key is the perfect destination for a relaxing beach getaway.

Clearwater Beach Suites is a lodging institution located at 530 Mandalay Avenue in Clearwater, Florida, United States. Situated just steps away from the award-winning white sugar sands of Clearwater Beach, this community offers twelve suites ranging from one to two bedrooms. Guests can enjoy the Florida sun by lounging around the private heated pool or take a short walk to nearby restaurants and shops. With its convenient location and comfortable accommodations, Clearwater Beach Suites is the perfect destination for a relaxing beach getaway. Contact the Florida Vacation Rental Company at 727-449-2700 or hello@FVRCO.com for more information.

Sand Castle Vacation Rentals, located at 20000 Gulf Boulevard in Indian Shores, Florida, is a premier real estate and travel agency specializing in beachfront condominium rentals. The Sand Castle I, II, and III buildings offer some of the most sought-after vacation accommodations in the area, with two and three bedroom units equipped with all the comforts of home. Guests can enjoy direct access to the white sands of the beach, as well as amenities such as heated pools, spas, BBQ areas, and assigned parking. With a variety of floor plans to choose from, there is something for everyone at the Sand Castle complexes. AAA approved and with a Plumlee Vacation Rentals office on site, guests can expect top-notch service during their stay. Whether you're looking to relax on the beach or explore nearby attractions like Clearwater Beach and St. Pete Beach, Sand Castle Vacation Rentals has everything you need for a perfect Florida vacation. Please note that the Sand Castle I building will be closed for construction and maintenance between August 15, 2024, and January 31, 2025.

Clearwater / Lake Tarpon KOA Holiday is a picturesque campground and RV park located in Palm Harbor, Florida. Situated along US Highway 19 North, this serene retreat offers a peaceful escape for nature lovers and outdoor enthusiasts. Guests can enjoy spacious lodging options, including cabins and RV sites, as well as access to a variety of amenities such as a swimming pool, hiking trails, and picnic areas. With its close proximity to Lake Tarpon and Clearwater Beach, visitors can also take advantage of water activities and beach excursions. Whether you're looking for a relaxing getaway or an adventurous outdoor experience, Clearwater / Lake Tarpon KOA Holiday is the perfect destination for your next vacation.

Hotel Cabana Clearwater Beach is a boutique chic lodging located at 669 Mandalay Avenue in Clearwater, Florida, United States. Winner of the Best of the Best award, our Key West inspired guest rooms and suites offer a home away from home experience. All rooms are non-smoking and include complimentary Wi-Fi and flat screen TVs, with kitchenettes available in select suites. Our newly renovated full-kitchen vacation rentals provide a refined beach-casual décor and one guaranteed parking space. Enjoy complimentary freshly roasted Kahwa coffee, a heated pool, lush courtyard, sun deck, and prime location just steps from the beach. With the Gulf of Mexico nearby, guests can easily access beach bars, white sand beaches, and the private heated pool. The recent renovations have transformed the hotel into a modern and clean oasis, with brand new amenities and a Miami Beach vibe.

Courtyard by Marriott St. Petersburg Clearwater is a modern and stylish lodging facility located at 3131 Executive Drive in Clearwater, Florida, United States. This hotel offers comfortable rooms and suites with modern amenities, including free Wi-Fi, flat-screen TVs, and plush bedding. Guests can enjoy on-site dining at The Bistro, which serves breakfast and dinner, as well as Starbucks coffee. The hotel also features a fitness center, outdoor pool, and meeting rooms for business travelers. Conveniently located near St. Petersburg-Clearwater International Airport and popular attractions like Clearwater Beach, this hotel is the perfect choice for both leisure and business travelers looking for a comfortable and convenient stay in the Clearwater area.

Located at 3939 Ulmerton Road in Clearwater, Florida, the Sleep Inn Clearwater-St Petersburg is a comfortable and convenient lodging option for travelers looking to explore the beautiful beaches and attractions of the area. This hotel offers cozy rooms with modern amenities, a complimentary breakfast, and a relaxing outdoor pool. Whether you are visiting for business or pleasure, the Sleep Inn Clearwater-St Petersburg provides a welcoming and affordable accommodation option for your stay in the Sunshine State.

Florida Beach Rentals is a premier real estate and travel agency located at 516 Mandalay Avenue in Clearwater, Florida, United States. With a dedicated staff of over 30 people, we ensure that our properties are maintained to the highest standards. As the largest vacation rental company in the area, with over 33,765 bookings and counting, we offer a wide range of beachfront properties for your perfect getaway. Come and experience our sugar soft beaches, world-famous picture-perfect sunsets, and warm Gulf waters. Book your dream vacation with Florida Beach Rentals today.

Clearwater Bay Club is a premier real estate and travel agency located at 667 Bay Esplanade in Clearwater, Florida. Specializing in luxury properties and vacation rentals in the beautiful Clearwater Bay area, our experienced team of agents is dedicated to helping clients find their dream home or perfect getaway. Whether you are looking to buy, sell, rent, or plan a memorable vacation, Clearwater Bay Club is committed to providing top-notch service and expertise to meet all of your real estate and travel needs. Contact us today to start your journey towards finding the perfect property or vacation destination.

Distinctive Beach Rentals in St Pete / Clearwater is a premier real estate and travel agency located at 14995 Gulf Boulevard in Madeira Beach, Florida. We specialize in providing luxurious and unique beachfront vacation rentals for visitors looking to experience the beauty and relaxation of St Pete and Clearwater. Our team of experts is dedicated to helping guests find the perfect rental property that suits their needs and preferences. Whether you're looking for a cozy beachfront condo or a spacious vacation home, we have a wide selection of properties to choose from. Trust Distinctive Beach Rentals to make your stay in St Pete / Clearwater unforgettable.

Monaco Vacation Rentals is a lodging institution located at 648 Poinsettia Avenue in Clearwater, Florida, United States. Our rooms offer self-check-in for your convenience, with room number and code sent via email. We are pet-friendly, with select units available for pets and a pet fee required. Please note that pets are not allowed in the pool area, but we are located near North Beach, which is pet-friendly. Enjoy a comfortable stay at Monaco Vacation Rentals during your visit to Clearwater.

By the Beach Rentals is a premier lodging and real estate agency located at 621 Bay Esplanade in Clearwater, Florida. Our prime location offers guests easy access to the beautiful beaches of Clearwater, making it the perfect destination for a relaxing vacation. Whether you are looking for a short-term rental or interested in purchasing a property by the beach, our experienced team is here to assist you every step of the way. With a wide range of properties to choose from, including beachfront condos and cozy cottages, By the Beach Rentals has something for everyone. Book your stay with us today and experience the ultimate beach getaway in Clearwater, Florida.

Cottages of Clearwater Beach is a charming lodging institution located at 644 Mandalay Avenue in Clearwater, Florida, United States. Situated just steps away from the beautiful white sandy beaches of Clearwater, this cozy retreat offers guests a tranquil and relaxing getaway. The cottages are tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. With its convenient location near shops, restaurants, and attractions, Cottages of Clearwater Beach is the perfect choice for those looking to experience the best of what this vibrant beach town has to offer.

Beach Time Rentals is a premier real estate and travel agency located at 410 South Lincoln Avenue in Clearwater, Florida. We specialize in providing luxurious beachfront vacation rentals for those looking to escape to the beautiful shores of the Gulf Coast. Our team of experienced agents are dedicated to helping you find the perfect rental property for your next getaway. Whether you're looking for a quaint seaside cottage or a spacious oceanfront condo, we have a wide selection of properties to choose from. Contact us today to start planning your dream beach vacation!

Avalon Relax Rentals is a cozy lodging institution located at 1222 South Missouri Avenue in Clearwater, Florida. Offering a peaceful and relaxing atmosphere, Avalon Relax Rentals is the perfect destination for those looking to unwind and rejuvenate. With comfortable accommodations and top-notch amenities, guests can enjoy a truly relaxing stay. Whether you're visiting for a weekend getaway or an extended vacation, Avalon Relax Rentals has everything you need for a memorable stay in the sunny state of Florida.